CN106565577B - A kind of method for purifying astaxanthin oil - Google Patents
A kind of method for purifying astaxanthin oil Download PDFInfo
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- CN106565577B CN106565577B CN201610975541.5A CN201610975541A CN106565577B CN 106565577 B CN106565577 B CN 106565577B CN 201610975541 A CN201610975541 A CN 201610975541A CN 106565577 B CN106565577 B CN 106565577B
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- astaxanthin
- astaxanthin oil
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
- C07C403/24—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by six-membered non-aromatic rings, e.g. beta-carotene
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Abstract
The invention discloses a kind of methods for purifying astaxanthin oil, belong to natural component extraction and refine production technical field.The purification step is as follows：Astaxanthin oil is taken, is dissolved with organic solvent, filters to obtain filtered fluid, filtered fluid crosses absorption resin, then cylinder is rinsed with organic solvent, then with the solvent analysis astaxanthin is parsed, obtains astaxanthin desorbed solution, desorbed solution is concentrated, and carries out removing dissolvent residual processing, the astaxanthin oil product purified.The present invention can improve astaxanthin oil purity to more than 30%, and effectively remove phthalate substance in astaxanthin oil by 5 12%, easy to operate quick, convenient for industrialized production.
Description
Technical field
The invention belongs to natural component extraction and production technical field is refined, more particularly to a kind of side for purifying astaxanthin oil
Method.
Background technology
Astaxanthin has the function of that anti-oxidant, coloring, anticancer and enhancing are immune etc., and particularly anti-oxidation function is superpower, is praised
For " super antioxidant ", have broad application prospects.When astaxanthin oil is used to produce astaxanthin micro-capsule and high-end cosmetics,
To the more demanding of astaxanthin purity, common astaxanthin oil content is only 5-12%, it is impossible to meet demand.Additionally, due to environment dirt
Dye and haematococcus pluvialis growing process enrichment etc., cause phthalate content of material in astaxanthin oil product compared with
Height influences product quality.
Phthalate substance can cause human body certain injury.No. 551 texts are in June, 2011, by the Ministry of Public Health
It signs and issues《General office of the Ministry of Public Health is about phthalate substance maximum residue limit in notification food and food additives
Contain》It provides, the own ester (DEHP) of phthalic acid two (2- ethyls), diisononyl phthalate in food and food additives
(DINP) and dibutyl phthalate (DBP) maximum residue limit is respectively 1.5mg/kg, 9.0mg/kg and 0.3mg/kg.At present
It there is no the effective ways of phthalate substance in removal astaxanthin oil.
Invention content
For solve this field present in above-mentioned technical problem, the present invention provides it is a kind of purify astaxanthin oil method,
This method can effectively remove the method for phthalate substance in astaxanthin oil, so as to obtain astaxanthin purity height, adjacent benzene
The astaxanthin oil product that diformic ester content reduces.
The present invention is mainly implemented by the following technical programs, and a kind of method for purifying astaxanthin oil, the purification step is such as
Under：
A. dissolution filter：Astaxanthin oil is taken, is dissolved with organic solvent, filters to obtain filtered fluid；
B. absorption parsing：Filtered fluid crosses absorption resin, then with organic solvent rinse cylinder, then with parse the solvent analysis shrimp
Green element, obtains astaxanthin desorbed solution；
C. concentration, precipitation are residual：Desorbed solution is concentrated, and carries out removing dissolvent residual processing, the astaxanthin oil purified
Product.
Step of the present invention（b）In, absorption resin is the intermediate-polarity macroporous adsorption resin containing ester group.
Step of the present invention（b）In, filtered fluid crosses absorption resin flow rate as 0.5-1.0BV/h, rinses cylinder with organic
The volume of solvent is 2-10BV.
Step of the present invention（b）In, any one of parsing solvent for acetone, in ethyl acetate, flow velocity 0.5-
1.0BV/h, volume 2-6BV.
Step of the present invention（a）And（b）In, organic solvent is n-hexane, any one in 6# solvent naphthas, petroleum ether
Kind.
Step of the present invention（a）Middle astaxanthin oil content is 5-12%.
Step of the present invention（c）In, thickening temperature is：50-70℃.
Step of the present invention（c）In, the residual condition of precipitation is：Temperature is 50-70 DEG C, vacuum degree ＜ -0.09Mpa.
Step of the present invention（c）In, precipitation is residual to carry out under inert gas shielding, inert gas used for nitrogen,
Any one in argon gas, carbon dioxide.
Step of the present invention（c）Astaxanthin oil product content >=30% of middle purifying, phthalic acid two (2- ethyls) oneself
Ester (DEHP), diisononyl phthalate (DINP) and dibutyl phthalate (DBP) maximum residue limit are respectively
0.5mg/kg, 3.0mg/kg and 0.2mg/kg..
Astaxanthin method for detecting purity refers in haematococcus pluvialis powder and astaxanthin oil《U.S.'s Food Chemical Codex》8th edition
Middle Astaxanthin Esters fromHaematococcuspluvialis（FCC8）.The inspection of phthalate substance
Survey method is according to national standard《The measure of Phthalic Acid Esters in Food》（GB/T 21911-2008）.
It is using advantageous effect caused by above-mentioned technical proposal：The method is by selecting a kind of tree for adsorbing astaxanthin
Fat adsorbs astaxanthin, and other oil substances are flowed out with mobile phase, it is achieved thereby that product astaxanthin purity is from 5-
10% is promoted to more than 30%, and effectively removes phthalate substance in astaxanthin oil, easy to operate quick, convenient for industry
Metaplasia is produced.
The method realizes effectively removing for phthalate substance in product while astaxanthin purity is improved.
Astaxanthin exists in the form of astaxanthin ester in astaxanthin oil, since astaxanthin ester and phthalate chemistries connect
Closely, single resin adsorption method or solvent extraction cannot remove phthalate substance.Present invention incorporates resins
The advantages of two methods of absorption method and solvent extraction, using selected resin in the condition using non-polar organic solvent as mobile phase
Lower absorption astaxanthin, while the principle weaker to phthalate adsorptivity realize the purpose of the two separation.
Specific embodiment
With reference to specific embodiment, the present invention is described in further detail.
Embodiment 1
The astaxanthin oil that 70g purity is 10.0% is taken, after testing the own ester (DEHP) of phthalic acid two (2- ethyls), adjacent benzene
Dioctyl phthalate dinonyl (DINP) and dibutyl phthalate (DBP) content be respectively 19.19mg/kg, 31.19mg/kg and
1.71mg/kg is added into 500mL n-hexane dissolutions and filtered fluid is obtained by filtration；Filtered fluid crosses absorption resin, flow velocity 0.7BV/
Then h rinses cylinder, then parse astaxanthin with 2BV ethyl acetate with 2BV n-hexanes, flow velocity 0.7BV/h obtains astaxanthin
Desorbed solution；Desorbed solution is subjected to 64 DEG C of vacuum concentrations, and carries out removing dissolvent residual processing, the residual condition of precipitation is：Temperature is 60
DEG C, vacuum degree -0.08Mpa, nitrogen charging gas shielded.Obtain the astaxanthin oil that 21.5g purity is 32.3%, content yield 99.21%, warp
Detect the own ester (DEHP) of phthalic acid two (2- ethyls), diisononyl phthalate (DINP) and phthalic acid in product
Dibutyl ester (DBP) content is respectively 0.36mg/kg, 1.56mg/kg and 0.19mg/kg.
Embodiment 2
The astaxanthin oil that 100g purity is 5.0% is taken, after testing the own ester (DEHP) of phthalic acid two (2- ethyls), adjacent benzene
Dioctyl phthalate dinonyl (DINP) and dibutyl phthalate (DBP) content be respectively 10.59mg/kg, 29.51mg/kg and
2.06mg/kg is added into 1000mL petroleum ether dissolutions and filtered fluid is obtained by filtration；Filtered fluid crosses absorption resin, flow velocity 1BV/
Then h rinses cylinder, then parse astaxanthin with 2BV acetone with 2BV petroleum ethers, flow velocity 1BV/h obtains astaxanthin desorbed solution；
Desorbed solution is subjected to 50 DEG C of vacuum concentrations, and carries out removing dissolvent residual processing, the residual condition of precipitation is：Temperature is 70 DEG C, vacuum
Degree -0.065Mpa, filling CO 2 protection.Obtain the astaxanthin oil that 16.0g purity is 30.9%, content yield 98.88%, through inspection
Survey the own ester (DEHP) of phthalic acid two (2- ethyls), diisononyl phthalate (DINP) and dibutyl phthalate
(DBP) content is respectively 0.18mg/kg, 2.30mg/kg and 0.19mg/kg.
Embodiment 3
The astaxanthin oil that 200g purity is 12.0% is taken, after testing the own ester (DEHP) of phthalic acid two (2- ethyls), adjacent benzene
Dioctyl phthalate dinonyl (DINP) and dibutyl phthalate (DBP) content be respectively 20.57mg/kg, 21.37mg/kg and
1.34mg/kg is added into 1000mL6# solvent naphtha dissolution filters and obtains filtered fluid；Filtered fluid crosses absorption resin, and flow velocity is
0.5BV/h then with 10BV 6# solvent oil flushing cylinders, then with 6BV acetone parses astaxanthin, and flow velocity 0.5BV/h is obtained
Astaxanthin desorbed solution；Desorbed solution is subjected to 70 DEG C of vacuum concentrations, and carries out removing dissolvent residual processing, the residual condition of precipitation is：Temperature
It is 50 DEG C, vacuum degree -0.085Mpa to spend, argon filling gas shielded.Obtain the astaxanthin oil that 65.6g purity is 36.2%, content yield
98.95%, after testing the own ester (DEHP) of phthalic acid two (2- ethyls) in product, diisononyl phthalate (DINP) and
Dibutyl phthalate (DBP) content is respectively 0.28mg/kg, 2.40mg/kg and 0.09mg/kg.
The above embodiments are only used to illustrate and not limit the technical solutions of the present invention, although with reference to above-described embodiment to this hair
It is bright to be described in detail, it will be understood by those of ordinary skill in the art that：Still can the present invention be modified or be waited
With replacing, without departing from the spirit or scope of the invention, or any substitutions, the power in the present invention should all be covered
In sharp claimed range.
Claims (8)
- A kind of 1. method for purifying astaxanthin oil, which is characterized in that the purification step is as follows：（a）Dissolution filter：Astaxanthin oil is taken, is dissolved with organic solvent, filters to obtain filtered fluid；（b）Absorption parsing：Filtered fluid crosses absorption resin, then rinses cylinder with organic solvent, then green with parsing the solvent analysis shrimp Element obtains astaxanthin desorbed solution；（c）Concentration, precipitation are residual：Desorbed solution is concentrated, and carries out removing dissolvent residual processing, the astaxanthin oil production purified Product；The step（b）In, any one of parsing solvent for acetone, in ethyl acetate, flow velocity 0.5-1.0BV/h, volume For 2-6BV；The step（a）And（b）In, organic solvent is any one in n-hexane, 6# solvent naphthas, petroleum ether.
- A kind of 2. method for purifying astaxanthin oil according to claim 1, which is characterized in that the step（b）In, absorption Resin is the intermediate-polarity macroporous adsorption resin containing ester group.
- A kind of 3. method for purifying astaxanthin oil according to claim 1, which is characterized in that the step（b）In, filtering Liquid crosses absorption resin flow rate as 0.5-1.0BV/h, and the volume for rinsing cylinder organic solvent is 2-10BV.
- A kind of 4. method for purifying astaxanthin oil according to claim 1, which is characterized in that the step（a）Prawn is green Vegetable oil content is 5-12%.
- A kind of 5. method for purifying astaxanthin oil according to claim 1, which is characterized in that the step（c）In, concentration Temperature is：50-70℃.
- A kind of 6. method for purifying astaxanthin oil according to claim 1, which is characterized in that the step（c）In, removing Dissolvent residual condition is：Temperature is 50-70 DEG C, vacuum degree ＜ -0.09MPa.
- A kind of 7. method for purifying astaxanthin oil according to claim 1, which is characterized in that the step（c）In, removing Dissolvent residual carries out under inert gas shielding, and inert gas used is any one in nitrogen, argon gas, carbon dioxide.
- A kind of 8. method for purifying astaxanthin oil according to claim 1, which is characterized in that the step（c）Middle purifying Astaxanthin oil product content >=30%, it is the own ester (DEHP) of phthalic acid two (2- ethyls) in the astaxanthin oil product of purifying, adjacent Phthalic acid dinonyl (DINP) and dibutyl phthalate (DBP) maximum residue limit are respectively 0.5mg/kg, 3.0mg/ Kg and 0.2mg/kg.
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| CN111978231A (en) * | 2019-05-21 | 2020-11-24 | 清馨(北京)科技有限公司 | Purification method of astaxanthin oil |
| CN111440106B (en) * | 2020-05-06 | 2022-09-09 | 云南爱尔康生物技术有限公司 | Method for adsorbing and separating natural astaxanthin ester |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102807518A (en) * | 2012-07-18 | 2012-12-05 | 山东师范大学 | Method for extracting astaxanthin and astaxanthin ester from Euphausia superba by using A beta-8 macroporous resin |
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| US9556116B2 (en) * | 2015-02-11 | 2017-01-31 | Orochem Technologies, Inc. | Krill oil refinery for purification of krill oil extract |
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Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102807518A (en) * | 2012-07-18 | 2012-12-05 | 山东师范大学 | Method for extracting astaxanthin and astaxanthin ester from Euphausia superba by using A beta-8 macroporous resin |
Non-Patent Citations (1)
| Title |
|---|
| 非水介质大孔树脂分离纯化虾壳中虾青素;陈志强等;《生物加工过程》;20090531;第07卷(第03期);39-42 * |
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